Agricultural practices are key for understanding socio-economic change, community organization, and relationships with landscape and the environment. Under the Roman Empire, cereals were vital for supplying urban and military populations, yet cereal husbandry practices within villa landscapes remain underexplored. In this article, the author applies new methods to analyse a large assemblage of charred plant remains from an area of chalk downland in central-southern England in order to evaluate changes in cereal production strategies over the Middle Iron Age to late Roman periods. Archaeobotany, carbon and nitrogen isotope analysis, and functional weed ecology are combined to reconstruct crop husbandry practices, in order to establish the cereal production system of Roman villas and the preceding Iron Age settlements, and to consider the environmental and socio-economic impact of cereal production systems.